Diastereoselective Allylations Of Enantiopure 3- And 4-Substituted Eta(4)-(1z)-(Sulfinyldienal)Iron(0) Tricarbonyl Complexes

Document Type

Article

Publication Date

4-27-1998

Published In

Organometallics

Abstract

Diastereoselectivity of allylations of enantiopure 3- and 4-substituted eta(4)-(1Z)-(sulfinyldienal)iron(0) tricarbonyl complexes is dependent on the nature of the alkyl substituent. For 1-sulfinyl-1,3-pentadien-5-al iron complexes (11a-d), the aldehyde predominately reacts through the s-cis conformer, with diastereoselectivites as high as 95:5 (for homoallylic alcohol 13d). For 3-formyl-1-sulfinyl-1,3-butadiene iron complexes (12a,b), the aldehyde predominately reacts through the s-trans conformer (diastereomer ratio for homoallylic alcohol, 14b, 89:11).

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